THE SYNTHESIS OF 5'-DEOXYJUGLOMYCIN-A AND 5'-METHOXYJUGLOMYCIN-A

被引：11

作者：

BRIMBLE, MA

IRELAND, E

PHYTHIAN, SJ

机构：

[1] Department of Chemistry and Biochemistry, Massey University, Palmerston North

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 44期

关键词：

D O I：

10.1016/0040-4039(91)80184-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The syntheses of 5'-deoxyjuglomycin A (17) and 5'-methoxyjuglomycin A (18) are reported in which the key step involves ceric ammonium nitrate oxidative cleavage of the furo[3,2-b]naphtho[2,1-d]furans (7,8). The synthesis of 5'-methoxyjuglomycin A (18) represents a formal synthesis of juglomycins A and B, (1) and (2).

引用

页码：6417 / 6420

页数：4

共 7 条

[1] SYNTHESIS OF THE GRISEUSIN-A RING-SYSTEM
BRIMBLE, MA
NAIRN, MR
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (01): : 169 - 171
[2] SYNTHESIS OF 5-EPI-7-DEOXYKALAFUNGIN AND 5-EPI-7-O-METHYLKALAFUNGIN
BRIMBLE, MA
STUART, SJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (04): : 881 - 885
[3] SYNTHESIS OF NAPHTHOQUINONES FOR STUDIES OF THE INHIBITION OF ENZYME SYSTEMS
FIESER, LF
BROWN, RH
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1949, 71 (11) : 3609 - 3614
[4] THE SYNTHESES OF (+/-)-JUGLOMYCIN-A AND (+/-)-JUGLOMYCIN-B, RACEMATES OF 2 ISOMERIC NATURALLY-OCCURRING NAPHTHOQUINONOID ANTIBIOTICS
GILES, RGF
MITCHELL, PRK
ROOS, GHP
STRUMPFER, JMM
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (07): : 2091 - 2095
[5] REGIOSELECTIVE SYNTHESIS OF 2-(PHENYLTHIO)JUGLONE AND 3-(PHENYLTHIO)JUGLONE DERIVATIVES
LAUGRAUD, S
GUINGANT, A
CHASSAGNARD, C
DANGELO, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (07) : 1557 - 1560
[6] NATURALLY-OCCURRING QUINONES AS POTENTIAL BIOREDUCTIVE ALKYLATING-AGENTS
MOORE, HW
CZERNIAK, R
[J]. MEDICINAL RESEARCH REVIEWS, 1981, 1 (03) : 249 - 280
[7] Ushiyama K, 1971, Jpn J Antibiot, V24, P197

← 1 →